Publicación: CHEMICAL AND ENZYMATIC OXIDATION OF PROANTHOCYANIDINS DERIVED FLAVAN-3-OLS ADDUCTS MODIFYBIOFILM FORMING PROPERTIES OF PATHOGENIC AND NON-PATHOGENIC BACTERIA
Fecha
2019
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FREE RADICAL BIOLOGY AND MEDICINE
Resumen
BIOFILM-PRODUCING BACTERIA ARE ASSOCIATED WITH INFECTIOUS PATHOLOGIES THAT CAUSE GREAT HEALTH CONCERNS. MANY OF THESE MICROORGANISM INCREASE THEIR VIRULENCE AND SURVIVAL THANKS TO THE FORMATION OF THIS MECHANICAL BARRIER. ON THE OTHER HAND, BENEFICIAL PROBIOTICS SUCH AS LACTOBACILLI STRAINS USED IN THE FOOD INDUSTRY MAY ALSO GENERATE BIOFILMS OF HIGH STABILITY. THEREFORE, A MAJOR CHALLENGE IS TO LOOK FOR AGENTS (OR COMBINATIONS THEREOF) THAT SELECTIVELY REGULATE THE BIOFILM-FORMING PHENOTYPE IN PATHOGENIC AND NON-PATHOGENIC BACTERIA. IN THIS WORK WE FIRST PREPARED FLAVAN-3-OL-ADDUCTS FROM NATURAL PROANTHOCYANIDINS AS BUILDING BLOCKS, WHICH WERE PURIFIED USING CENTRIFUGAL PARTITION CHROMATOGRAPHY (CPC). AFTERWARDS, THESE COMPOUNDS WERE OXIDIZED IN PRESENCE OF ISOLATED GREEN TEA GALLOCATECHINS (EGCG) UNDER DIFFERENT EXPERIMENTAL CONDITIONS USING CHEMICAL AND ENZYMATIC STRATEGIES. TO ACHIEVE THIS GOAL, WE USED A SECOND CPC SYSTEM EQUIPPED WITH TWO COLUMNS (V T = 500 ML). THE OXIDATION PROCESS WAS PERFORMED IN THE FIRST CPC COLUMN AND THE FRACTIONATION WAS CARRIED OUT USING AND ADDITIONAL CPC COLUMN. BIO-GUIDED SEPARATION ALLOWED TO DETECT FRACTIONS ABLE TO MODULATE BIOFILM-FORMING PROPERTIES IN LISTERIA MONOCYTOGENES, PSEUDOMONAS AERUGINOSA, HELICOBACTER PYLORI AND STAPHYLOCCOCUS AUREUS. FINALLY, OXIDATION PRODUCTS WERE INVESTIGATED BY HPLC-ESI-MS/MS, AND EPR METHODS. E. COLI K-12 (NON-PATHOGENIC) SEEM TO BE UNAFFECTED BY THESE COMPOUNDS. INTERESTINGLY, BIOFILM-FORMATION IN LACTOBACILLUS FERMENTUM WAS PROMOTED BY THEM. THESE NEW MOLECULES WERE TENTATIVELY IDENTIFIED AS THEAFLAVIN-LIKE DERIVATIVES. OVERALL, THEAFLAVIN-LIKE PRODUCTS OBTAINED UNDER CONTROLLED OXIDATION COULD BE CONSIDERED AS STARTING POINT TO SYNTHESIZE NEW MOLECULES THAT REGULATE BIOFILMS PRODUCTION WITH POTENTIAL FOOD AND PHARMACEUTICAL APPLICATION. AKNOWLEDGEMENTS: FONDECYT 1150498; FONDEQUIP 150025.
